Acetic Acid → HCID 178516128, compound

HRID 2246823Notes

Reaction equation

HRID 2246823 reaction equation
[F:1][C:2]([F:15])([F:14])[CH:3]([CH2:12][CH3:13])[CH:4]=[C:5](OCC)[O:6]CC.C([O-])(=O)C.[NH4+:20].C(O)C.C(O)(=O)C>C(OC(=O)C)C>[OH:6][C:5]1[CH:4]=[C:3]([C:2]([F:15])([F:14])[F:1])[CH:12]=[CH:13][N:20]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 517165Ammonium AcetateHCID 131728019HCID 131728019, compound

Product 1

HCID 178516128HCID 178516128, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

103.5 g (0.35 mol) 3-trifluoromethyl-diethoxypentene acid ethyl ester (mixture of isomers, amount based on GC area-%) and 51.3 g (0.665 mol) ammonium acetate were heated to 150-155° C. over 8 h. A mixture of ethanol, acetic acid and acetic acid ethyl ester (ca. 60 g) was distilled off through a small column (20 cm, filled with 3 mm rings) during this heating period. The sump (79.8 g) can directly be transferred to the next step (yield has been determined only after final methoxylation step).

Workup

  1. distillationwas distilled off through a small column (20 cm, filled with 3 mm rings) during this heating period
  2. customyield

Sources & evidence

ORD record
ord-47871338f2354f1f9b6aaa393a91a774
Source dataset
uspto-grants-2010_03
Patent number
US07687632B2

Reaction notes

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